Senior Accountant at Counterpart

About Counterpart

Counterpart is the first Agentic Insurance platform, combining trusted insurance expertise with cutting edge AI to deliver tailored management and professional liability solutions. The platform integrates Agentic Underwriting, Agentic Broker Services, Agentic Risk Mitigation, Agentic Claims Management, Agentic Coverage, and Agentic Capacity into one powerful system that helps brokers and the businesses they serve do more with less risk. Counterpart is backed by A rated carriers and has been recognized by CB Insights as a 2025 Top 50 Insurtech, by Great Place to Work, and by Business Insurance as one of its 2025 Best Places to Work.

Role Overview

As Senior Accountant, you will execute the day to day financial operations within Agentic Finance. This includes premium accounts receivable and cash application, accounts payable, bank and balance sheet reconciliations, bordereau and premium reconciliation, carrier and claims payments, expense management, and audit and tax support that keep Counterpart, Agentic Programs, and Counterpart Insurance Company running.

You will support premium cash application, accounts payable, bank reconciliations, expense management, and vendor administration, and you will prepare the bordereau, carrier payment, close, and audit work reviewed by the Accounting Manager and Controller. You will also build and use agents that make this execution more efficient as the company scales. You report to the Controller and work closely with the Accounting Manager.

What You Will Do

Support Accounts Receivable, Accounts Payable, Reconciliations, and Vendor Administration

• Assist with premium accounts receivable from brokers, including invoicing and installment billing, daily cash application against policies and endorsements, unapplied cash and unidentified deposit research, and aging and collections follow up so premium owed is collected on time and applied accurately.
• Assist with reconciling broker premium remittances into the premium trust account, clearing unapplied cash before it ages, and escalating past due balances and write off candidates to the Accounting Manager and Controller.
• Prepare monthly reconciliation of policy level premium receivable and premium payable detail from the reporting platform to the general ledger, and support recurring AR aging attestations required by carrier partners.
• Assist with day to day accounts payable within the spend management platform, including invoice intake, coding, approval routing, payment runs, and card spend policy enforcement.
• Assist with monthly bank reconciliations across operating, premium trust, and loss fund accounts, and prepare balance sheet account reconciliations for the Accounting Manager's review as part of the monthly close.
• Assist with employee expense reimbursement administration, reviewing submissions against policy before sign off by the Controller.
• Assist with vendor records and documentation management, including W 9 collection and year end 1099 preparation and filing, and support relationships behind recurring vendor and brokerage fee payments.
• Support recurring program level reimbursement invoicing, from calculation through submission.

Support Bordereau, Carrier Payment Operations, and Claims Payments

• Prepare bordereau assembly and premium reconciliations across carrier and reinsurance relationships, researching and resolving discrepancies before they reach the Accounting Manager and Controller.
• Maintain the carrier payment calendar and prepare weekly and monthly carrier premium remittance and sweep calculations, including premium trust segregation tracking, for the Controller's approval.
• Prepare monthly loss fund reporting to carrier partners, including bank to book reconciliation, top up requests, and check registers, resolving variances directly with carrier contacts.
• Execute claims payments from loss fund accounts under the Controller's payment authority, partnering with the Claims team on payment timing and exceptions.
• Support monthly net commission, claims handling fee, and revenue estimate calculations by program, including true ups when final bordereaux arrive.

Support Audit Administration

• Prepare and compile supporting documentation for the annual company audit, carrier audit financial requests, and the R&D tax credit, pulling schedules, drafting responses, and tracking the deadline calendar while the Controller leads auditor and tax advisor relationships.
• Support Counterpart Insurance Company's statutory reporting cadence and regulatory filings, providing the underlying data and documentation needed for the statutory close.
• Maintain and continuously improve the accounting due dates calendar.

Support Monthly Close and Financial Reporting

• Execute assigned monthly close tasks such as journal entries, accruals, and balance sheet reconciliations against the close checklist and timeline.
• Help prepare the recurring carrier partner reporting package, including unaudited financials, cash position summaries, and other standard deliverables on a monthly and quarterly basis for review and sign off.
• Document and maintain step by step accounting procedures and clear, audit ready workpapers so processes are repeatable and scalable as the accounting function grows.

Drive Agentic Automation Across Accounting Operations

• Build and use agents to automate premium receivable cash application, bank reconciliations, bordereau assembly, premium reconciliation, and claims payment processing.
• Feed clean, structured financial data and workflows into Counterpart's Intelligence System.
• Identify where agents can replace manual work versus where judgment is still required, and partner with the Accounting Manager and technical platform team to build and continuously improve those workflows.

What You Have

• 3 to 5 years of progressive accounting experience, ideally at a high growth company; insurance, insurtech, or fintech experience is a plus but not required.
• A bachelor's degree in Accounting, Finance, or a related field, or equivalent practical experience.
• Working knowledge of GAAP, with exposure to Statutory Accounting Principles a plus, and comfort operating within a regulated, multi entity insurance business.
• Experience owning core accounting processes such as cash application, accounts payable, and reconciliations, and a drive to improve them rather than just execute them.
• Hands on experience with an accounting system or ERP (QuickBooks, NetSuite, Sage Intacct, or similar) and an AP or spend platform (Ramp, Bill.com, or similar).
• Demonstrated use of AI tools or agents to streamline reconciliations, payment processing, and routine bookkeeping.
• Strong Excel or Google Sheets skills; experience reconciling data from reporting or BI tools (Looker or similar) to the general ledger is a plus.
• Comfort managing recurring payments, reconciliations, and deadline driven filings across multiple systems and counterparties, including direct communication with banks, brokers, carriers, tax agencies, and auditors.
• High attention to detail and a bias toward getting the numbers right the first time.
• Clear written and verbal communication, with the ability to represent Counterpart directly with broker, carrier, and audit contacts.

Who You Will Work With

• Rob Hamilton, Controller
• Dave Fanger, VP of Finance

Counterpart's Values

• Conjoin Expectations: It is the cornerstone of autonomy. Ensure you are aware of what is expected of you and clearly articulate what you expect of others.
• Speak Boldly & Honestly: The only failure is not learning from mistakes. Do not cheat yourself and your colleagues of the feedback needed when expectations are not being met.
• Be Entrepreneurial: Control your own destiny. Embrace action over perfection while navigating any obstacles in the way of your ultimate goal. Leverage AI ruthlessly. Success is measured by outcomes, not lines of code written. Use every available AI tool to ship faster and think more strategically.
• Practice Omotenashi (selfless hospitality): Trust will follow. Consider every interaction with internal and external partners an opportunity to develop trust by going above and beyond what is expected.
• Hold Nothing As Sacred: Create routines but modify them routinely. Take the time to reflect on where the business is today, where it needs to go, and what you have to change to get there.
• Prioritize Wellness: Some things should never be sacrificed. Counterpart creates an environment that stretches everyone to grow and improve, which is fulfilling, but is only one part of a meaningful life.

What Counterpart Offers

• Fully remote workplace
• Unlimited Vacation: Flexible time off, allowing you to take time when you need it.
• Work from Anywhere: Counterpart is a fully distributed company with no office. Employees can work from wherever they do their best work, and the team meets in person a couple of times per year.
• Stock Options
• Health, Dental, and Vision Coverage
• 401(k) Retirement Plan
• Parental Leave
• Home Office Allowance: to set up your home office with necessary equipment and accessories.
• Wellness Stipend
• Book stipend
• Professional Development Reimbursement
• No working birthdays: Take your birthday off to relax, enjoy your special day, and spend time with loved ones.
• Charitable Contribution Matching

Compensation

The estimated pay range for this role is $110,000 to $130,000. Base salary is determined by a variety of factors including market data, location, internal equitability, and experience.

Counterpart is committed to being a welcoming and inclusive workplace for everyone, and is intentional about making sure people feel respected, supported, and connected at work regardless of who they are or where they come from. Differences are valued and celebrated, and being open about who we are allows everyone to do the best work of their lives. Counterpart is an Equal Opportunity Employer. Qualified applicants and employees are not discriminated against on the basis of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by federal, state, or local law, rule, or regulation.